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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day in Milwaukee with a visit to American Family Field (Miller Park) , home to the Milwaukee Brewers baseball team. Take a guided tour of the stadium to learn about its history and enjoy the picturesque views of the field. Afterward, head to Lakefront Brewery for a beer tasting and tour, where you can sample their famous Riverwest Stein beer.
Afternoon
Cross the state border back into Illinois and visit the United Center , home to the Chicago Bulls and Chicago Blackhawks. Take a behind-the-scenes tour of the arena and learn about the legendary sports history of Chicago. Afterward, make your way to the North Point Lighthouse , located in Lake Park, which offers stunning views of Lake Michigan.
Evening
Enjoy a visit to Shedd Aquarium , one of the largest indoor aquariums in the world. Explore the various exhibits and get up close with marine life from around the globe. End your night with dinner at a local Chicago restaurant, such as Lou Malnati's Pizzeria, known for their famous deep-dish pizza.
Bedtime
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Morning
Start your day at the iconic Wrigley Field , home to the Chicago Cubs. Take a guided tour of the stadium to learn about its storied history and enjoy the views of the ivy-covered outfield walls. Afterward, visit Marina City , a unique architectural complex known for its distinctive corncob-shaped towers.
Afternoon
Head back to Milwaukee and visit Soldier Field , home to the Chicago Bears football team. Take a tour of the stadium to learn about its history and explore the exhibits dedicated to the team. Afterward, make your way to Millennium Park , a public park known for its famous sculpture, "The Bean," and enjoy a stroll through the beautiful gardens.
Evening
Take a leisurely walk along the Chicago River and admire the stunning architecture of the city. Stop by the Chicago Riverwalk , a pedestrian-friendly path that offers beautiful views of the river and the city skyline. End your night with dinner at a local Milwaukee restaurant, such as Mader's Restaurant, known for its traditional German cuisine.
Bedtime
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Morning
Begin your day by visiting the historic Milwaukee City Hall , a stunning example of German Renaissance Revival architecture. Take a guided tour of the building and enjoy panoramic views of the city from the observation deck. Afterward, make your way to The Magnificent Mile , a famous shopping district in downtown Chicago, and explore the upscale boutiques and department stores.
Afternoon
Visit the Wrigley Building , an iconic Chicago landmark located on the Magnificent Mile. Take a guided tour of the building and learn about its history and architectural significance. Afterward, head to Tribune Tower , a neo-Gothic building that houses the headquarters of the Chicago Tribune newspaper.
Evening
Take a photo with the Bronze Fonz , a life-size bronze statue of the character Fonzie from the television show "Happy Days," located in downtown Milwaukee. Enjoy an evening stroll along Navy Pier , a popular tourist attraction in Chicago that offers shopping, dining, and entertainment options. End your night with a visit to the Pabst Theater , a historic theater in Milwaukee that showcases a variety of performances.
Bedtime
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Morning
Start your day with a visit to the Milwaukee Art Museum , which houses a vast collection of art from around the world. Explore the museum's exhibits and admire the stunning architecture of the building. Afterward, head back to Chicago and visit Skydeck Chicago at Willis Tower (Sears Tower) , one of the tallest buildings in the world. Take a ride to the top and enjoy panoramic views of the city.
Afternoon
Explore the vibrant neighborhood of River North in Chicago, known for its art galleries and trendy restaurants. Visit the local galleries and browse the unique artwork on display. Afterward, take a walk along the Chicago Riverwalk and enjoy the scenic views of the river and the city skyline.
Evening
End your trip with a visit to the Milwaukee Public Market, where you can sample a variety of local foods and purchase unique products. Enjoy a final dinner at a local Chicago restaurant, such as Girl & the Goat, known for its innovative cuisine.
Bedtime
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